Rated Very High Luxury, smoke-free, full-service island resort
4 miles offshore of Little Torch Key
Single-story, 30 rooms - AAA 4 Diamonds
Outdoor swimming pool - exercise room
Restaurant - lounge - room service
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Jun 2015
Note: This hotel does not allow children under 16 years of age.
TripAdvisor Traveler Rating: Based on 850 reviewsRead Recent Reviews
Rated Very High Luxury, smoke-free, full-service, waterfront hotel
On Stock Island
3 floors, 175 rooms and suites
6 outdoor swimming pools
Restaurant - lounge
Pet friendly hotel - allows dogs up to 50 pounds only - $70 per night pet fee. - Jan 2017
Note: This hotel charges a resort fee of $27 per night - includes parking and Internet access.
TripAdvisor Traveler Rating: Based on 1030 reviewsRead Recent Reviews
13 milesPerry Hotel Key West7001 Shrimp Road, Key West, FL 33040 13 miles from Sugarloaf Key
Rated Very High Upscale, smoke-free hotel near marina
3 miles from Key West Airport
3 floors, 100 rooms - elevator
Free shuttle to local attractions
Outdoor swimming pool - exercise room
Restaurant - 2 lounges
Restaurant open for breakfast and dinner only
Pet friendly hotel - $150 per stay fee for each pet. - May 2017
Note: This hotel charges a resort fee of $30 per night - includes parking and Internet access.
TripAdvisor Traveler Rating: Based on 424 reviewsRead Recent Reviews
Rated High Upscale, smoke-free, full-service condo hotel
2 miles from beach
3 floors, 74 2-bedroom condos - elevator
Heated outdoor swimming pool open all year
Restaurant - lounge - room service
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Aug 2016
Rated High Upscale, smoke-free, full-service hotel
1 mile northeast of Key West Airport
4 floors, 216 rooms and suites
Free shuttle to local attractions
Outdoor swimming pool open all year - exercise room
Restaurant - lounge - room service
Pet friendly hotel - allows pets up to 75 pounds - $75 per stay pet fee. - May 2015
Note: This hotel charges a resort fee of $20 per night - includes parking and Internet access.
Most Recent HotelGuides Review
"Great hotel. The room was clean, the staff was nice, and I enjoyed the pool area and cabanas. There were on-site bike rentals and a good breakfast buffet.2018-03-08"
TripAdvisor Traveler Rating: Based on 3913 reviewsRead Recent Reviews
Rated Very High Upscale, smoke-free, beachside hotel on Gulf of Mexico
3 floors, 222 rooms - elevator - AAA 4 Diamonds
Free shuttle to Key West Airport
Outdoor swimming pool open all year - exercise room
Restaurant - lounge
Restaurant open for breakfast and dinner only
Free WiFi
Parking costs $20 per night
Not pet friendly - no pets allowed. - Aug 2016
TripAdvisor Traveler Rating: Based on 2978 reviewsRead Recent Reviews
14 milesGates Hotel Key West3824 North Roosevelt Blvd, Key West, FL 33040 14 miles from Sugarloaf Key
Rated High Midscale, smoke-free, gulfside hotel on US 1
1.5 miles from beach
2 buildings - 2 floors, 100 rooms - elevator
Outdoor swimming pool
Pet friendly hotel - allows pets up to 50 pounds - $25 per night fee for each pet. - Jun 2016
Note: This hotel charges a resort fee of $25 per night - includes parking, Internet access, and shuttle to local attractions.
TripAdvisor Traveler Rating: Based on 1167 reviewsRead Recent Reviews
14 milesHilton Garden Inn Key West3850 North Roosevelt Blvd, Key West, FL 33040 14 miles from Sugarloaf Key
Rated High Upper-midscale, smoke-free hotel
Near entry point of Key West
2 buildings - 2 and 4 floors, 141 rooms - elevator
Shuttle to local attractions costs $20 per person
Outdoor swimming pool - 24-hour exercise room
Restaurant - lounge - room service
Restaurant open for breakfast and dinner only
Microwave and refrigerator in every room
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Aug 2016
TripAdvisor Traveler Rating: Based on 826 reviewsRead Recent Reviews
Rated High Midscale, smoke-free, oceanview motel
Less than one-half mile from Key West Airport
2 floors, 100 rooms - elevator - AAA 3 Diamonds
Free shuttle to Key West Airport
Heated outdoor oceanfront swimming pool
Free continental breakfast
Free WiFi
Free parking
Pet friendly motel - allows dogs up to 50 pounds only - $20 per night pet fee. - Dec 2014
Most Recent HotelGuides Review
"Great location. Nice room and motel amenities. Loved the pool area, with plenty of lounges and chairs. The tiki bar and food were great.2015-06-10"
TripAdvisor Traveler Rating: Based on 2004 reviewsRead Recent Reviews
14 miles24 North Hotel Key West3820 North Roosevelt Blvd, Key West, FL 33040 14 miles from Sugarloaf Key
Rated High Upscale, smoke-free, gulfside, oceanview hotel
Near US 1 - about 1.5 miles from beach
6 floors, 145 rooms
Outdoor swimming pool - exercise room
Poolside bar
Not pet friendly - no pets allowed. - Jun 2016
Note: This hotel charges a resort fee of $25 per night - includes parking, Internet access, breakfast, and shuttle to local attractions.
TripAdvisor Traveler Rating: Based on 759 reviewsRead Recent Reviews
Rated Very High Upscale, smoke-free condo hotel near Key West Airport
3 floors, 2-bedroom condos - elevator
Free shuttle to Key West Airport
Outdoor swimming pool
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Aug 2016
TripAdvisor Traveler Rating: Based on 777 reviewsRead Recent Reviews
Rated High Midscale, smoke-free, highway, gulf side motel
3 miles from Key West Airport
2 floors; 116 rooms, 17 suites
Heated outdoor swimming pool - exercise room
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Sep 2015
Most Recent HotelGuides Review
"The motel was clean and conveniently located. The front desk clerks were capable and friendly. Good rates, too. I definitely recommend staying here.2016-09-29"
TripAdvisor Traveler Rating: Based on 656 reviewsRead Recent Reviews
Rated High Upscale, smoke-free hotel along Gulf of Mexico
2 floors, 105 rooms - no elevator
Outdoor swimming pool open in summer - exercise room
Restaurant - tiki bar - room service
Restaurant open for breakfast and dinner only
Free WiFi
Free parking
Not pet friendly - no pets allowed. - May 2018
Most Recent HotelGuides Review
"Nice hotel. No beach across the street, but we still had a good sunset view.2016-08-02"
TripAdvisor Traveler Rating: Based on 96 reviewsRead Recent Reviews
14 milesKey West Bayside Inn & Suites3444 North Roosevelt Blvd, MM 3, Key West, FL 33040 14 miles from Sugarloaf Key
Rated Average Midscale hotel on Gulf of Mexico
4 floors, 64 rooms and suites
Outdoor swimming pool open all year
Microwave and refrigerator in every room
Free continental breakfast
Free WiFi
Free parking
Pet friendly hotel - allows dogs only up to 40 pounds, 2 dogs per room - $50 per stay pet fee. - Aug 2016
TripAdvisor Traveler Rating: Based on 683 reviewsRead Recent Reviews
Rated High Upper-midscale, smoke-free, waterfront hotel
3 floors, 68 rooms and suites - elevator
Outdoor swimming pool open in summer - exercise room
2 restaurants - lounge
Restaurant open for breakfast and dinner only
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Feb 2015
TripAdvisor Traveler Rating: Based on 651 reviewsRead Recent Reviews
Rated Very High Upscale, smoke-free, bayside hotel
3 floors; 74 rooms and suites, 2 townhomes - no elevator
Outdoor swimming pool open all year - exercise room
Restaurant - tiki bar - room service
Restaurant open for breakfast and lunch only
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Aug 2016
Note: This hotel charges a resort fee of $25 per night - includes parking and Internet access.
TripAdvisor Traveler Rating: Based on 4508 reviewsRead Recent Reviews
15 milesSheraton Suites Key West2001 South Roosevelt Blvd, MM 2, Key West, FL 33040 15 miles from Sugarloaf Key
Rated High Upscale, smoke-free, full-service, all-suite hotel
Across street from Smathers Beach
3 floors, 180 suites - elevator - AAA 3 Diamonds
Free shuttle to Key West Airport
Heated outdoor swimming pool open all year
Exercise room
Restaurant - lounge - room service
Microwave and refrigerator in every suite
Free WiFi
Parking costs $10 per night
Pet friendly hotel - allows pets up to 40 pounds - no pet fee. - Aug 2016
Note: This hotel charges a resort fee of $32 per night.
TripAdvisor Traveler Rating: Based on 2495 reviewsRead Recent Reviews
Rated High Midscale, smoke-free, bayside motel
2 floors, 106 rooms - elevator
Outdoor swimming pool - exercise room
Tiki bar
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Sep 2015
Most Recent HotelGuides Review
"The motel was nice, clean, and comfortable, and the staff was friendly. Good place to stay.2017-09-03"
Rated High Luxury, smoke-free, oceanfront hotel
In southernmost Key West
4 floors, 311 rooms - AAA 4 Diamonds
Heated outdoor swimming pool open all year
Exercise room
Restaurant - lounge
Restaurant open for breakfast only
Full-service spa
Parking costs $20 per night
Pet friendly hotel - allows pets up to 25 pounds - $125 per stay pet fee + an additional $75 per night pet fee. - Aug 2016
Note: This hotel charges a resort fee of $35 per night - includes Internet access.
TripAdvisor Traveler Rating: Based on 7765 reviewsRead Recent Reviews
Rated High Midscale, smoke-free, boutique hotel
Near Historic Seaport Boardwalk
2 floors, 40 rooms - no elevator - AAA 2 Diamonds
Outdoor swimming pool open in summer
Free continental breakfast
Free WiFi
No on-site parking available
Not pet friendly - no pets allowed. - Aug 2016
Most Recent HotelGuides Review
"Close to everything but very quiet. The room was spacious and clean, but didn't have a view. The hotel staff was friendly and helpful.2017-01-22"
"Hotel room was clean, pleasant, and modern. Plenty of hot water for showers. The only problem was that our room was on the other side of Eaton Street from the office, and crossing the street could be challenging. Nice, helpful staff. We felt spoiled and on vacation. Delicious continental breakfast in the courtyard by a small pool and fountain. We were able to leave our luggage in the lobby after checkout so we could enjoy sightseeing before our departure. Wish we could've stayed longer.2015-03-02"
Rated High Midscale bed and breakfast inn
Located in Historic Seaport District of Old Town
2 floors, 26 rooms and suites - no elevator - AAA 3 Diamonds
2 outdoor swimming pools open all year
Free WiFi
No on-site parking available
Not pet friendly - no pets allowed. - Dec 2016
TripAdvisor Traveler Rating: Based on 606 reviewsRead Recent Reviews
Rated Very High Upscale, smoke-free, all-suite, southermost Key West hotel
2 floors, 35 1-bedroom and 2-bedroom suites
No elevator
2 heated outdoor swimming pools open all year
Restaurant
Restaurant open for lunch and dinner only
Kitchen in every suite
Not pet friendly - no pets allowed. - Aug 2016
Note: This hotel charges a resort fee of $35 per night - includes parking and Internet access.
TripAdvisor Traveler Rating: Based on 1988 reviewsRead Recent Reviews
17 milesKey Lime Inn Key West725 Truman Avenue, Key West, FL 33040 17 miles from Sugarloaf Key
Rated Very High Midscale, smoke-free, downtown inn
3 floors, 37 rooms and cottages - no elevator - AAA 3 Diamonds
Outdoor swimming pool open in summer
Free continental breakfast
Free WiFi
Parking costs $10 per night
Not pet friendly - no pets allowed. - Oct 2016
Most Recent HotelGuides Review
"Great location, but very expensive. Hotel staff was friendly. Highly recommend if you can afford it.2015-02-27"
TripAdvisor Traveler Rating: Based on 1427 reviewsRead Recent Reviews
Rated High Luxury, smoke-free, full-service, oceanfront hotel
In southermost Key West
A Waldorf Astoria Resort
5 floors, 150 rooms - AAA 4 Diamonds
Heated outdoor swimming pool open all year
Exercise room
Restaurant - lounge - room service
Internet access costs $12 per night
Parking costs $20 per night
Pet friendly hotel - allows dogs only up to 25 pounds, 2 dogs per room - $75 per night pet fee. - Aug 2016
Note: This hotel charges a resort fee of $25 per night - includes Internet access.
TripAdvisor Traveler Rating: Based on 4023 reviewsRead Recent Reviews
Rated High Midscale, smoke-free, downtown inn
2 blocks from Duval Street
3 floors, 33 rooms and suites - no elevator
Heated outdoor swimming pool open all year
Free continental breakfast
Free WiFi
Parking costs $10 per night
Not pet friendly - no pets allowed. - Jan 2016
TripAdvisor Traveler Rating: Based on 921 reviewsRead Recent Reviews
17 milesSouthwinds Motel Key West1321 Simonton Street, Key West, FL 33040 17 miles from Sugarloaf Key
Rated Very High Midscale, smoke-free motel 2 blocks from beach
Near Southernmost Point
Single-story, 58 rooms
3 outdoor swimming pools
Free continental breakfast
Not pet friendly - no pets allowed. - Jul 2017
Note: This motel charges a resort fee of $15 per night - includes parking and Internet access.
TripAdvisor Traveler Rating: Based on 983 reviewsRead Recent Reviews
Rated Very High Midscale, smoke-free motel in southernmost Key West
2 floors, 61 rooms - no elevator
Heated outdoor swimming pool open in summer
Free continental breakfast
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Dec 2014
Most Recent HotelGuides Review
"The motel room was clean and suited our needs.2018-03-11"
Rated Very High Midscale, smoke-free hotel near Historic Seaport Boardwalk
3 floors, 24 rooms - no elevator
Outdoor swimming pool open all year
Free WiFi
No on-site parking available
Not pet friendly - no pets allowed. - Aug 2016
TripAdvisor Traveler Rating: Based on 1157 reviewsRead Recent Reviews
Rated Very High Luxury, smoke-free, full-service, oceanfront hotel
2 floors, 124 rooms - no elevator
3 heated outdoor swimming pool open all year
Restaurant - lounge
Free WiFi
Free parking
Not pet friendly - no pets allowed. - Aug 2016
Note: This hotel charges a resort fee of $35 per night.
TripAdvisor Traveler Rating: Based on 6377 reviewsRead Recent Reviews
Rated Very High Luxury, smoke-free, full-service, waterfront hotel
On Key West Bight near Seaport Boardwalk
2 floors, 96 rooms - elevator
Outdoor swimming pool open all year
Restaurant - lounge
Not pet friendly - no pets allowed. - Feb 2015
Note: This hotel charges a resort fee of $25 per night - includes parking and Internet access.
TripAdvisor Traveler Rating: Based on 1732 reviewsRead Recent Reviews
